New steroidal dimers with antifungal and antiproliferative activity

被引：73

作者：

Salunke, DB

Hazra, BG ^{[1
]}

Pore, VS

Bhat, MK

Nahar, PB

Deshpande, MV

机构：

[1] Natl Chem Lab, Organ Chem Synth Div, Pune 411008, Maharashtra, India

[2] Natl Chem Lab, Div Biochem Sci, Pune 411008, Maharashtra, India

[3] Natl Ctr Cell Sci, Pune 411007, Maharashtra, India

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2004年 / 47卷 / 06期

关键词：

D O I：

10.1021/jm030376y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Bile acid-derived novel amphiphilic topology was designed and synthesized in the form of steroidal dimers. These dimers were tested for antifungal and antiproliferative activity in vitro. N-1,N-3-Diethylenetriaminebis[cholic acid amide] was found to be active against C. albicans, Y. lipolytica, and B. poitrassi at nanomolar concentration and did not show any effect on cell proliferation. N-1,N-2-Ethylenediaminebis[deoxycholic acid amide] totally inhibited the growth of human oral cancer (HEp-2) and human breast cancer (MCF-7) cells.

引用

页码：1591 / 1594

页数：4

共 16 条

[1] The three-dimensional structure of human bactericidal permeability-increasing protein - Implications for understanding protein-lipopolysaccharide interactions [J].

Beamer, LJ ;

Carroll, SF ;

Eisenberg, D .

BIOCHEMICAL PHARMACOLOGY, 1999, 57 (03) :225-229

[2] SYNTHESIS AND CONFORMATIONAL STUDIES OF A NEW HOST SYSTEM BASED ON CHOLIC-ACID [J].

BURROWS, CJ ;

SAUTER, RA .

JOURNAL OF INCLUSION PHENOMENA, 1987, 5 (01) :117-121

[3] CHOLAPHANES ET-AL - STEROIDS AS STRUCTURAL COMPONENTS IN MOLECULAR ENGINEERING [J].

DAVIS, AP .

CHEMICAL SOCIETY REVIEWS, 1993, 22 (04) :243-253

[4] A synthetic ionophore that recognizes negatively charged phospholipid membranes [J].

Deng, G ;

Dewa, T ;

Regen, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (37) :8975-8976

[5]

Edmund S., 1994, J AM CHEM SOC, V116, P6677

[6] A WHOLE-CELL CANDIDA-ALBICANS ASSAY FOR THE DETECTION OF INHIBITORS TOWARDS FUNGAL CELL-WALL SYNTHESIS AND ASSEMBLY [J].

FROST, DJ ;

BRANDT, KD ;

CUGIER, D ;

GOLDMAN, R .

JOURNAL OF ANTIBIOTICS, 1995, 48 (04) :306-310

[7]

Hancock R E, 1995, Adv Microb Physiol, V37, P135, DOI 10.1016/S0065-2911(08)60145-9

[8] Dimeric and oligomeric steroids [J].

Li, YX ;

Dias, JR .

CHEMICAL REVIEWS, 1997, 97 (01) :283-304

[9] STRUCTURE-ACTIVITY STUDIES ON MAGAININS AND OTHER HOST-DEFENSE PEPTIDES [J].

MALOY, WL ;

KARI, UP .

BIOPOLYMERS, 1995, 37 (02) :105-122

[10] MOLECULAR HARPOONS - MEMBRANE-DISRUPTIVE SURFACTANTS THAT CAN RECOGNIZE OSMOTIC-STRESS IN PHOSPHOLIPID-BILAYERS [J].

NAKA, K ;

SADOWNIK, A ;

REGEN, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2278-2286

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